Affiliation:
1. Department of Chemistry, University of Victoria
Abstract
We recently showed that a simple radical-stabilization algorithm outperformed traditional frontier-molecular orbital methods for rationalizing the outcome of the venerable Thiele’s acid (or ester) Diels–Alder dimerization. In the present Communication, we describe a novel noncanonical Thiele-type dimerization of a cyclopentadiene phosphine oxide, and show that when steric factors are taken into account the radical-stabilization method once again correctly rationalizes the regiochemical outcome for the reaction. We further show that the method appears to be general for all known Thiele- and half-Thiele dimerization events.
Cited by
11 articles.
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